116 Sheppard Dr, Williamsburg, VA 23185
upstairs hallway
bedroom 1
OFF MARKET

116 Sheppard Dr
Williamsburg, VA 23185

  • 3 Beds
  • 2.5 Baths
  • 1,337 sqft

$358,800

Trulia Estimate
as of Jul 14, 2026
Est. Refi. Payment $2,045/mo*
Refinance Your Home

$358,800

Trulia Estimate
as of Jul 14, 2026
Est. Refi. Payment $2,045/mo*
Refinance Your Home
3 Beds
2.5 Baths
1,337 sqft

Local Information

  • Map ViewExplore the area around 116 Sheppard Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Heartland 12X10 foot shed 2006, new Trane SEER16 Heat Pump and Air Handler installed July 2016, new deck installed August 2020, new architectural roof installed October 2020 and new Renewal by Anderson Patio sliding glass door (FALL 2023).
116 Sheppard Dr, Williamsburg, VA 23185 is a 3 bedroom, 3 bathroom, 1,337 sqft single-family home built in 2000. It last sold for $353,000 on Jul 29, 2025. More recently, it was listed as a rental in March 2020 with an asking price of $1,500 per month. That rental listing was removed on February 27, 2021. It is currently off market. The Trulia Estimate is $358,800, with a rent estimate of $2,452/month.

Home Highlights

Parking
Garage
Outdoor
Porch, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 116 Sheppard Dr

Interior Features

Heating & Cooling
Heating: Heat Pump, GasAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet, Laminate
Interior Details
AtticNumber of Rooms: 6Types of Rooms: Dining Room, Family RoomCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDisposalMicrowaveRefrigerator
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Vinyl, WoodFoundation Type: SlabLawnPorch
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2000Year Updated: 2020
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 6970 sqft

Price History for 116 Sheppard Dr

DatePriceEventSource
07/29/2025$353,000Sold
N/A
02/27/2021ListingRemovedN/A
05/03/2020$1,500ListingRemovedN/A
03/10/2020$1,500Listed For RentN/A
07/08/2015$1,400ListingRemovedN/A
06/30/2015$1,400Listed For RentN/A
05/10/2008$235,000ListingRemovedAgent Provided
02/14/2008$235,000Listed For SaleAgent Provided
12/27/2000$105,700Sold
N/A

Market trends in Williamsburg

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$492K
$24.17KMoM
Sale-to-List Price
99.8%
Price per sq ft
$220
$4MoM
Available listings
459
45MoM
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Property Tax and Assessment

Year2025
Tax$2,223
Assessment$285,000
Home facts updated by county records

Comparable Sales for 116 Sheppard Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
123 Colonial Ave, Williamsburg, VA
0.04
Single-Family Home
$365,000
07/29/25
3
2.5
1,624
105 Rusty Ct, Williamsburg, VA
0.08
Single-Family Home
$365,000
03/24/26
3
2.5
1,544
102 Bordeaux Ct, Williamsburg, VA
0.24
Single-Family Home
$367,000
05/01/26
3
2.5
1,500
111 Chardonnay Rd, Williamsburg, VA
0.33
Single-Family Home
$355,000
10/02/25
3
2.5
1,720
105 Riesling Rd, Williamsburg, VA
0.25
Single-Family Home
$347,000
09/04/25
3
2.5
1,713
108 Chardonnay Rd, Williamsburg, VA
0.34
Single-Family Home
$365,000
03/17/26
3
2.5
1,467
108 Burgundy Rd, Williamsburg, VA
0.31
Single-Family Home
$348,000
03/20/26
3
2.5
1,720
152 Sheppard Dr, Williamsburg, VA
0.12
Single-Family Home
$380,000
06/15/26
5
3.5
1,950

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 116 Sheppard Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Williamsburg

At least 503 Trulia users voted on each feature.

  • 90 % Say it's dog friendly

  • 87 % Say car is needed

  • 83 % Say parking is easy

  • 80 % Say there's holiday spirit

  • 78 % Say it's quiet

  • 74 % Say people would walk alone at night

  • 73 % Say yards are well-kept

  • 70 % Say kids play outside

  • 60 % Say there's wildlife

  • 55 % Say neighbors are friendly

  • 55 % Say there are sidewalks

  • 52 % Say they plan to stay for at least 5 years

  • 49 % Say streets are well-lit

  • 36 % Say there are community events

  • 35 % Say it's walkable to restaurants

  • 34 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Yfz4k7khrd
    "great access, good people, nice place to live"
    0
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  • Smancilla10
    "Many families with dogs in my neighborhood. It feels safe to walk during the day and at night. All owners pick up after their dogs. "
    0
    Flag
  • Amy Guerin
    "There is a local concert series in spring and summer seasons. Many locals attend, and it’s amazing. "
    0
    Flag
  • Patsy7
    "Ability to walk your dog safely, 99% of the time. Minimum traffic to be concerned about, and it is clean in the streets mostly."
    0
    Flag
  • Laila Richard
    "Colonial Williamsburg is nearby and has community events every holiday. William & Mary College also has many activities and events. "
    0
    Flag
  • R6hqhw7b4c
    "No dogs larger than minis allowed, it is very sad. "
    0
    Flag
  • Carter25102000
    "Easy commute. I’m right by major highways and streets. My drive to work isn’t that bad and drive to Richmond isn’t too bad either"
    0
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  • Betticushing
    "There are many people walking their dogs on leashes and they seem to enjoy the neighborhood. Most people pick up after their dogs, though I’ve seen an occasional pile of doggie poop on the edge of the road. "
    0
    Flag
  • Mrs. Alicia D. roberts
    "Nice walking trails, a lot of bark parks, there is nothing they would t like as long as they are taken care of."
    0
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  • Romamer
    "We have Veteran’s Park a mile away that has play area for kids, free pickleball courts, and beautiful gardens with a picnic area. "
    0
    Flag
  • Aiden Mills
    "Unless your work is in Williamsburg a car is always needed. Traffic is not bad and only really gets congested around the tourist areas and even then it’s not too bad."
    0
    Flag
  • Casheeish
    "The historic area of Colonial Williamsburg is located conveniently nearby and provides an excellent venue for dog walking"
    0
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  • Aiden Mills
    "Dog owners would love the grass and dog park in my area. Owners would not like the amount of cars going through my neighborhood."
    0
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  • Casheeish
    "The Grand Illumination and Independence Day festivities in the historic area of Colonial Williamsburg are celebrations unique to our community. "
    0
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  • Ashlee C
    "My commute can range anywhere from seven to eleven minutes depending on traffic. It’s a very easy ride to work and I’m greatful for that!"
    0
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  • Jygz8p77tx
    "Wonderful town to call home. Safe and friendly community. Good schools and hospitals. Many community businesses as well as churches. "
    0
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  • Trulia User
    "It’s a very nice family friendly neighborhood, very quiet. Well maintained, and centrally located to lots of stores and highway"
    0
    Flag
  • Christine Carter
    "They would love that it’s animal friendly and quiet. Filled with dog lovers. Very wonderful place to live and raise a dog family. "
    0
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  • Trulia User
    "The area has a great holiday spirit, nobody is too neighborly per se, but people do check on each other. During the holidays ie. Christmas time a lot of the people here decorate their houses and people drive around and look at the holiday lights. Also, during Halloween a lot of the kids go and trick-or-treat together."
    4
    Flag
  • Trulia User
    "Quiet, safe close to schools and stores. Lots of pet owners who watch out for neighbors pets and houses"
    4
    Flag
  • Trulia User
    "pretty good neighborhood. we have a store and 3 churches all within a vert short walking distance. There is also a school with a park for kids."
    2
    Flag
  • Trulia User
    "Small, can be busy with kids in the summer of course, but clean, small trail along the front, community pool and playground, nice neighbors in my experience. Management? Eh. "
    1
    Flag
  • Trulia User
    "we love this neighborhood! it is great for raising a family! we are close to lots of cool places and a wonderful church!"
    1
    Flag
  • Sharon H.
    "My neighborhood is in a great location and has a very diverse population. The public transportation is at the entrance of my neighborhood.The lawns are well manicured. The busses are clean and social distancing is practiced. It is a comfortable ride and the people are nice. There are stores and eateries are right on the line."
    3
    Flag
  • Jessica W.
    "Very warming, clean sides roads and lots of deers!!. "
    21
    Flag
  • Tara B.
    "Obly has a 20 minute drive to Fort Eustis military installation every day. Newly paved highway lanes make it even more accessible."
    1
    Flag
  • Betsyedwards11
    "Great school district and neighborhood- one way in one way out - never farther than 20 min from anywhere in Williamsburg "
    0
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  • Joy B.
    "There’s a lot of families here, activities for the children is abundant, then you have the historical side which is great for learning. "
    8
    Flag
  • Julie C.
    "Williamsburg is a safe community with great schools. I especially like to different cultural event available. "
    0
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  • Adam D.
    "Williamsburg is exciting not because of what it *is*, but because of what it is *going to* be, or what it *could* be. Lots of southern passive aggression, but also lots of truly friendly, laid back people. Look for the city to get younger and younger as the "college town" infrastructure continues to expand."
    23
    Flag
  • Trulia User
    "Great for families. Plenty of places to eat and shop. As well as loads of history to see and visit. "
    3
    Flag
  • Jvshelton
    "Its a nice place to bring up children and many places in History to learn about And places to have fun Moderate temps all year great schools "
    0
    Flag
  • Caroline C.
    "The Williamsburg farmers market is my favorite community event. Everyone brings their families and pets, and it feels good to support small farmers. "
    0
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  • Latrelle J.
    "I was born and raised here and if I could afford to live here I’d stay! The chills are ok if you stay in touch with the teachers and up to date with your child’s progress yourself. It’s clean too."
    2
    Flag
  • Peter L.
    "People are nice and it feels safe to walk around at night. I never had a problem with anyone. It's great gor kids and family to visit."
    0
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  • Shane C.
    "Safe older neighborhood with long time owners. Many of the homes are being updated making the neighborhood retain value."
    0
    Flag
  • Ruca60
    "It’s friendly, cultured, good values, easy to get around in your car, lots restaurants, lots to do. And the beach is only an hour and a half away."
    0
    Flag
  • Kelly
    "I’ve lived in this neighborhood for 3 years... lots of long time residents and houses do not come up for sale often. Kid and dog friendly. Close to the York river State Park"
    4
    Flag
  • Laura W.
    "Colonial Williamsburg is wonderful for company and for every day adventures. There are a good mix of people and a large dog community. "
    0
    Flag
  • Gonzalez
    "It’s a great neighborhood because is very quiet. There is nothing more complacent then coming home from a long day of work and being able to relax and enjoy the calming and peaceful atmosphere of your home and neighborhood "
    0
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Apartments for Rent

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Explore by feature - Pet Friendly

72 pet-friendly rentals in Williamsburg, VA

Explore by feature - Garage

41 rentals with a garage in Williamsburg, VA

Explore by feature - Air Conditioning

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Explore by feature - Pool

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Explore by feature - Washer/dryer

112 rentals with a washer/dryer in Williamsburg, VA

Explore by feature - Outdoor Space

25 rentals with an outdoor space in Williamsburg, VA

Homes for sale near 116 Sheppard Dr

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Off Market Homes Near 116 Sheppard Dr

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